Brief introduction of 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile, and friends who are interested can also refer to it.

Synthetic Route of 85068-32-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 85068-32-2 name is 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a round bottom flask 1,3,5-Benzenetricarbaldehyde 1 (0.5 g,3.1 mmol) and trifluoromethyl substituted phenylacetonitrile 2(9.7 mmol) were taken in absolute ethanol (300 mL). Sodium ethoxide(0.80 g, 11.6 mmol) was added drop wise to the above solution.Under protection from air, the solution was heated to reflux for 3 h. Then, volatiles were removed under reduced pressure. Under protection from air, 200 ml of water was added to the residue. The mixture was repeatedly extracted with small portions (30 mL) of dichloromethane. The combined organic layers were washed with brine, dried over MgSO4, filtered, and evaporated under vacuum condition to leave the residue. The resulting residue was chromatographed on silica gel (Wako C-300) using dichloromethane/hexane (1:1) mixed solvent as an eluent to give the desired compound(1.9 g, 90% for 3a, 2.4 g, 88% for 3b) as pale yellow solids.Compound 3a, pale yellow solid, M.p. 231-232 C; 1H NMR(400 MHz, CDCl3) 7.72 (s, 3H, aryl H), 7.76 (d, 6H, aryl H, J = 7.3 Hz),7.86 (d, 6H, aryl H, J = 7.3 Hz), 8.48 (s, 3H, ethenyl H). EI-MS (75eV):m/z 663 (M+). Elemental analysis calculated for C36H18F9N3: C,65.16%; H, 2.73%; N, 6.33%. Found: C, 65.30%; H, 2.55%; N, 6.49%.Compound 3b, pale yellow solid, M.p. 249-251 C; 1H NMR(400 MHz, CDCl3) 7.79 (s, 3H, aryl H), 7.99 (s, 3H, aryl H), 8.16 (s, 6H,aryl H), 8.51 (s, 3H, ethenyl H).EI-MS (75eV): m/z 867 (M+).Elemental analysis calculated for C39H15F18N3: C, 53.99%; H, 1.74%;N, 4.84%. Found: C, 53.81%; H,1.85%; N, 4.64%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Article; Moriguchi, Tetsuji; Yakeya, Daisuke; Jalli, Venkataprasad; Journal of Molecular Structure; vol. 1185; (2019); p. 403 – 409;,
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Share a compound : 1735-53-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-3-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1735-53-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1735-53-1, name is 4-Bromo-3-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 485A/-(5-(6-(4-cvano-2-(trifluoromethyl)phenyl)imidazori ,2-blpyridazin-2-yl)-2- methylphenvDpivalamideA 200 mL flask is charged with 2-(4-methyl-3-pivalamidophenyl)imidazo[1 ,2-6]pyridazin-6- ylboronic acid (1 1 .4 g, 0.0325 mol), 4-bromo-3-(trifluoromethyl)benzonitrile (10.16 g, 0.04 mol), K2C03 (8.98 g, 0.065 mol), palladium acetate (0.510 g, 2.28 mmol), 2- dicyclohexylphosphino-2′,6′-dimethoxy-1 , 1 ‘-biphenyl (1.868 g, 4.55 mmol) and a solution of isopropanol-water (3:1 , 80 mL). The mixture is degassed by bubbling N2 through and heated at 90 C for 5 hours. The mixture is then cooled and filtered through celite, concentrated and purified by silica gel chromatography (0-100% EtOAc in CH2CI2). The desired fractions are combined and stirred for 24 hours with QuadraSil MP (a mercaptopropyl bound silica gel, 20 g) to scavenge the palladium, filtered and concentrated to give desired title compound (7.5 g). LCMS (m/z) = 478.6 [M+H]+, fR = 2.97 min.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-3-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PAMLICO PHARMACEUTICAL INC.; ATKINSON, Robert N.; OMMEN, Andy J.; VEAL, James M.; HUANG, Kenneth H.; SMITH, Emilie, D.; WO2012/88411; (2012); A1;,
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Application of C7H3BrClN

The synthetic route of 2-Bromo-5-chlorobenzonitrile has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C7H3BrClN

To a solutionof 2-bromo-5-chlorobenzonitrile (20 g, 93 mmol) in THF (200 mL) was added cyclopropylmagnesiumbromide (558 mL, 279 mmol) at 0 C. The resulting reaction – 151 -mixture was stirred at 0-5 C for 5 hours before MeOH (100 mL) was added and stirring continued at room temperature for 15 min. NaBH4 (7.1 g, 186 mmol) was added subsequently and the reaction mixture was stirred at room temperature overnight. Water was added and reaction mixture was exacted with AcOEt (300 mL x 3). The combined organic layers were concentrated in vacuo to give a crude product which was then purified by chromatography to give (2-bromo-5-chlorophenyl)(cyclopropyl)methanamine (8.2 g, yield 34%).

The synthetic route of 2-Bromo-5-chlorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
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Some tips on C17H12N2O2

The chemical industry reduces the impact on the environment during synthesis 2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile. I believe this compound will play a more active role in future production and life.

Related Products of 330792-69-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 330792-69-3, name is 2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile, This compound has unique chemical properties. The synthetic route is as follows.

l,l-Dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene (22.5 g) and 1 , 1 -dicyano-2-methoxy-2- (4-phenoxyphenyl)ethene oil (15 g) are treated with a solution of hydrazine hydrate (18 mL) in ethanol (25 mL) and heated on the steambath for 1 h. Ethanol (15 mL) is added followed by water (10 mL). The precipitated solid is collected and washed with ethanol: water (4:1) and then dried in air to give 3-amino-4- cyano-5-(4-phenoxyphenyl)pyrazole as a pale orange solid.

The chemical industry reduces the impact on the environment during synthesis 2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMACYCLICS, INC.; CHEN, Wei; LOURY, David, J.; MODY, Tarak, D.; WANG, Longcheng; WO2013/10136; (2013); A2;,
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Share a compound : 2-(3,5-Dimethoxyphenyl)-2-methylpropanenitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3,5-Dimethoxyphenyl)-2-methylpropanenitrile, and friends who are interested can also refer to it.

Related Products of 22972-63-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 22972-63-0 name is 2-(3,5-Dimethoxyphenyl)-2-methylpropanenitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2-(3,5-dimethoxyphenyl)-2-methylpropanenitrile (10 g, 46.9 mmol, Eq: 1.00) was dissolved in MTBE (50 mL). The clear solution was cooled to 10C and 1 M DIBAL-H in heptane (56.3 mL, 56.3 mmol, Eq: 1.2) was added dropwise over 30 min. The reaction mixture was warmed to 20C over 30 min. After 2 h at 20C, the reaction mixture was added to a cold (0C) mixture of heptane (50 mL) and 2 M aqueous HC1 (100 mL). The water phase was separated and extracted with heptane (50 mL). The organic phases were washed twice sequentially with 2 M aqueous HC1 (2×50 mL), then half saturated aqueous NaHCC>3 (50 mL) and half saturated aqueous NaCl (50 mL). The organic phases were combined, dried over Na2S04, filtered and concentrated under reduced pressure to give 10.3 g of the crude title compound as an oil (97a% GC).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3,5-Dimethoxyphenyl)-2-methylpropanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; ADAM, Jean-Michel; DOTT, Pascal; HOHLER, Marcus; BURGER, Tanja; TAGLIENTE, Orazio; MISCHLER, Ernst; (49 pag.)WO2018/87767; (2018); A1;,
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Introduction of a new synthetic route about 2-Chloro-4-(trifluoromethyl)benzonitrile

According to the analysis of related databases, 1813-33-8, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1813-33-8 as follows. name: 2-Chloro-4-(trifluoromethyl)benzonitrile

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol), appropriate amine (NR2, 2.00 mmol),and DBU (2.5 mmol) were dissolved in 1,4-dioxane (8 ml). Themixture was stirred for 12 h at 50 C. The reaction was quenched with water and extracted with EtOAc twice. The combined organicextracts were dried over MgSO4, filtered, and concentrated invacuo. The residue was purified by flash column chromatographyon silica gel using EtOAc/hexane (1:7-1:10) eluant condition.(NR2 = 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloridefor 17).

According to the analysis of related databases, 1813-33-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
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New learning discoveries about 30041-95-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-(4-cyanophenoxy)acetate, its application will become more common.

Electric Literature of 30041-95-3,Some common heterocyclic compound, 30041-95-3, name is Ethyl 2-(4-cyanophenoxy)acetate, molecular formula is C11H11NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 8 {4-[4,5-bis-(4-Chloro-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-phenoxy}-acetic Acid Ethyl Ester To a solution of 4-hydroxy-benzonitrile (1 g, 8.395 mmol) in dimethylformamide (10 mL) were added potassium carbonate (2.321 g, 16.79 mmol) and ethyl bromoacetate (1.117 mL, 10.07 mmol), respectively. The reaction mixture was stirred at room temperature for 23 h. It was taken in ethyl acetate and diethyl ether (1:1 ratio), and the solid was filtered off. The filtrate was washed with water, brine and dried over anhydrous sodium sulfate. The solid was then filtered off, and the filtrate was concentrated in vacuo to afford ethyl (4-cyano-phenoxy)-acetate. It was used without further purification. Hydrogen chloride gas was passed through a solution of ethyl (4-cyano-phenoxy)-acetate (1.48 g, 7.212 mmol) in anhydrous ethanol (160 mL) at 0 C. After 6 h, hydrogen chloride gas was stopped and the reaction vessel was sealed with a Teflon stopper. After being stirred at room temperature for 3 d, the reaction vessel was cooled to 0 C. and the stopper was removed. The solvent was evaporated in vacuo, and the residue was triturated in diethyl ether to give the product as a white solid. Ethyl (4-ethoxy-carbonimidoyl-phenoxy)-acetate hydrochloride (1.74 g, 84%) was collected by filtration and dried under vacuum. It was used without further purification. A solution of meso-1,2-bis-(4-chloro-phenyl)-ethane-1,2-diamine (500 mg, 1.778 mmol) and ethyl (4-ethoxycarbonimidoyl-phenoxy)-acetate hydrochloride (614 mg, 2.134 mmol) in ethanol (15 mL) was heated at gentle reflux for 24 h. Upon cooling to room temperature, the solvent was removed and the residue was taken in ethyl acetate. It was washed with sodium bicarbonate solution, water, brine and dried over anhydrous sodium sulfate. The solid was then filtered off, and the filtrate was concentrated in vacuo. Purification of the residue by flash chromatography (Biotage system, KP-Sil 32-63 mum, 60 A silica gel) eluding with 2-10% methanol in methylene chloride yielded {4-[4,5-bis-(4-chloro-phenyl)-4,5-dihydro-1H-imidazol-2-yl]-phenoxy}-acetic acid ethyl ester (781 mg, 94%). HR-MS (ES, m/z) calculated for C25H23N2O3Cl2 [(M+H)+] 469.1083, observed 469.1079.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-(4-cyanophenoxy)acetate, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US6617346; (2003); B1;,
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Discovery of 3-Bromo-5-fluorobenzonitrile

The synthetic route of 179898-34-1 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H3BrFN

[0705] A solution of 3-bromo-5-fluorobenzonitrile (CII) (44.0 g, 220.0 mmol, 1.0 eq) was dissolved in THF (30 mL). BH3-Me2S (33.43 g, 440.0 mmol, 2.0 eq) was added to the solution at 20C. Then it was stirred at 80C for 2 h, HCl (6 N, 100 mL) was added to the mixture slowly at 20C. The mixture was stirred at 80C for 1 h, then it was washed with EtOAc (300 mL). The water phase was basified with 50% aqueous NaOH and it was extracted with EtOAc (300 mL x 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated in vacuo to produce (3-bromo-5-fluoro-phenyl)methanamine (CIII) (24.0 g, 117.62 mmol, 53.5% yield). NMR (CDC13, 300 MHz) delta ppm 3.86 (s, 2H), 7.01 (d, J=8Hz, IH), 7.12 (d, J=8Hz, IH), 7.28 (s, IH); ESIMS found C7H7BrFN mlz 203.9 (Br79M+H).

The synthetic route of 179898-34-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (293 pag.)WO2017/23988; (2017); A1;,
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Some scientific research about 134604-07-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Cyano-2-bromo-5-nitrobenzene, its application will become more common.

Related Products of 134604-07-2,Some common heterocyclic compound, 134604-07-2, name is 1-Cyano-2-bromo-5-nitrobenzene, molecular formula is C7H3BrN2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A suspension of 2-chloro-5-(2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropa ne-1-carboxamido)benzamide (C340) (600 mg, 1.326 mmol), 2-bromo-5-nitrobenzonitrile (361 mg, 1.591 mmol), cesium carbonate (605 mg, 1.856 mmol), tris(dibenzyideneacetone)dipaladium(0) ( Pd2(dba)s, 36.4 mg, 0.040 mmol), and bis(diphenylphosphino)-9,9-dimethylxa nthene (Xantphos, 69.0 mg, 0.119 mmol) in 1,4- dioxane (8.9 ml.) was evacuated under vacuum and backfilled with nitrogen three times. The reaction mixture was sealed under a blanket of nitrogen and heated to 60 C by microwave irradiation for 2 hours. The reaction mixture was diluted with ethyl acetate and filtered through Celite ” . The solvent was removed via rotary evaporation to give a deep red solid . The solid was suspended in dichloromethane ( 10 mL) and then collected by vacuum filtration, washing with more dichloromethane to afford the title compound as a red solid (0.598 g, 75% ) : N M R (400 MHz, Acetone- e) missing one amide NH in baseline delta 10.26 (s, 1H), 8.73 (d, J = 2.6 Hz, 1H), 8.62 (dd, J = 9.2, 2.6 Hz, 1 H), 8.55 (d, J = 9.2 Hz, 1H), 8. 13 (d, J = 2.6 Hz, 1H), 7.89 (dd, J = 8.8, 2.6 Hz, 1 H), 7.55 (d, J = 8.8 Hz, 1H), 7.51 (s, 3H), 3.67 (d, J = 8.3 Hz, 1H), 3.45 (d, J = 8.3 Hz, 1H); HRMS- ESI (m/z) [M + H]+ calcd for C24H 14G5N4O4, 596.9452 ; found, 596.9441 ; IR (thin film) 3341, 3074, 1673, 1568, 1545, 1509, 1473, 1413 cm 1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Cyano-2-bromo-5-nitrobenzene, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; HEEMSTRA, Ronald J.; ROSS, Ronald; DEKORVER, Kyle A.; GRAY, Kaitlyn; KNUEPPEL, Daniel I.; VEDNOR, Peter; MARTIN, Timothy P.; ECKELBARGER, Joseph D.; DAEUBLE, John F.; HUNTER, Ricky; DEMETER, David A.; TRULLINGER, Tony K.; BAUM, Erich W.; BENKO, Zoltan L.; CHOY, Nakyen; CROUSE, Gary D.; LI, Fangzheng; NISSEN, Jeffrey; OLSON, Monica B.; RIENER, Michelle; SPARKS, Thomas C.; WESSELS, Frank J.; YAP, Maurice C.; (981 pag.)WO2016/168059; (2016); A1;,
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Brief introduction of 97165-77-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromobenzonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 97165-77-0, name is 3,5-Dibromobenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 97165-77-0, Computed Properties of C7H3Br2N

3-Bromo-5-[(2-methyl-1,3-thiazol-4-yl)ethynyl]benzonitrile Tetrabutylammonium fluoride (21 mL, 1M in THF, 21 mmol) was added to a mixture of 3,5-dibromobenzonitrile (5.0 g, 19 mmol), 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (3.8 g, 19 mmol), triethylamine (5.5 mL, 40 mmol), copper (I) iodide (730 mg, 3.8 mmol), dichlorobis(triphenylphosphine)palladium(II) (1.4 g, 1.9 mmol), and N,N-dimethylformamide (25 mL). Nitrogen was bubbled through the resulting mixture for 30 min, and the reaction was heated at 90 C. for 5 h. The reaction was allowed to cool to ambient temperature, poured into a solution of H2O (500 mL) and NH4OH (150 mL), and extracted with methyl tert-butyl ether (100 mL*3). The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The residue was chromatographed on silica gel with hexanes:EtOAc (9:1?1:1) to afford 3-bromo-5-[(2-methyl-1,3-thiazol-4-yl)ethynyl]benzonitrile as a light-brown solid. 1H NMR (CDCl3, 500 MHz) delta 7.90 (t, J=1.6 Hz, 1H), 7.76-7.73 (m, 2H), 7.46 (s, 1H), 2.75 (s, 3H). MS (ESI) 303.2 (M++H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; US2007/60618; (2007); A1;,
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